https://scholars.lib.ntu.edu.tw/handle/123456789/626263
標題: | Elimination of β-thioalkoxy alcohols under Mitsunobu conditions. A new synthesis of conjugated enynes from propargylic dithioacetals | 作者: | Chen C.-W TIEN-YAU LUH |
公開日期: | 2008 | 卷: | 73 | 期: | 21 | 起(迄)頁: | 8357-8363 | 來源出版物: | Journal of Organic Chemistry | 摘要: | (Chemical Equation Presented) Treatment of propargylic dithiolanes 1 with nBuLi followed by a carbonyl electrophile yields the corresponding homopropargylic alcohol 3. Upon treatment with 2 equiv of PPh3 and DIAD, elimination of SR and OH moieties from 3 affords the corresponding olefins 4 in moderate to good yield. The reaction can be considered an alternative of McMurry coupling of two different carbonyl equivalents. © 2008 American Chemical Society. |
URI: | https://www.scopus.com/inward/record.uri?eid=2-s2.0-55249121165&doi=10.1021%2fjo8013885&partnerID=40&md5=3181907db970b553b385023ca44a1db7 https://scholars.lib.ntu.edu.tw/handle/123456789/626263 |
ISSN: | 00223263 | DOI: | 10.1021/jo8013885 | SDG/關鍵字: | Carbonylation; Chemical reactions; Olefins; Chemical equations; Conjugated enynes; Dithioacetals; Dithiolanes; Electrophile; Good yields; Homopropargylic alcohols; Mitsunobu conditions; Synthesis of; Organic polymers; acetal derivative; alcohol derivative; alkene derivative; carbonyl derivative; thiol derivative; article; chemical reaction; chemical structure; elimination reaction; Mitsunobu reaction; quantum yield; reaction analysis; stereospecificity; synthesis |
顯示於: | 化學系 |
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